Hilton Chicago

A 1910 landmark hotel on Michigan Avenue's Cultural Mile, directly across from Grant Park and walkable to Millennium Park and the Art Institute.

A South Loop hotel with a pool, one block from Grant Park. Coordinates estimated from the street address.

A South Loop, old-school Jewish-style diner with a kids' menu alongside its deli classics.

One of the world's largest fountains, in the middle of Grant Park, with a light-and-music display after dusk. Free to visit, though it runs only from early May through October and wading isn't allowed.

A major art museum on Michigan Avenue with a dedicated family learning center, free stroller loans, and free admission for children under 14.

A small South Loop park in Dearborn Park with separate toddler and jungle-gym play sections. Coordinates estimated from the street address.